Patent GB-969091-A (GB)
Title: Mixed sulphite diesters
IPC: C07C301/00
Filed: 1962-06-15
Abstract: The invention comprises mixed sulphite esters of the formula: <FORM:0969091/C1/1> where R is an aliphatic or cycloaliphatic radical, e.g. alkyl, cycloalkyl, alkenyl, cyanoalkyl or haloalkyl or an aromatic radical, unsubstituted or substituted by, for example, one or more of alkyl, cycloalkyl, haloalkyl, alkoxy, nitro and halo; R1 is an acyclic alkynyl radical; n is 2-10 and m is 1-10. Where m is greater than 1 the repeating alkoxy groups may be the same or different.  The esters are prepared from the chlorosulphinates of the glycol ethers by treatment in a solvent, for example, benzene, xylene or solvent naphtha with the alkynyl alcohol in the presence of an HCl acceptor, for example, pyridine, dimethyl-aniline or trimethylamine at between -10 DEG  and 50 DEG C. The compounds may be used as insecticides (see Division A5).  Chlorosulphinates of the formula <FORM:0969091/C1/2> wherein n, m and R have the above significance are prepared by treatment of the required glycol ethers with thionyl chloride at between -5 DEG  and 30 DEG C.  Glycol ethers of the formula <FORM:0969091/C1/3> wherein n, m and R have the above significance, are prepared by reacting the required alcohols and phenols with alkylene oxides.ALSO:Insecticidal compositions contain sulphite esters of the formula <FORM:0969091/A5-A6/1> where R is an aliphatic or cycloaliphatic radical, e.g. alkyl, cycloalkyl, alkenyl, cyanoalkyl or haloalkyl or an aromatic radical which may be unsubstituted or substituted by, for example, one or more of alkyl, cycloalkyl, haloalkyl, alkoxy, nitro and halo; R1 is an acyclic alkynyl radical; n is 2-10 and m is 1-10 (see Division C2).  The chemicals may be applied as dusts mixed with powdered solid carriers; for example talc, mica, pyrophyllite and clays; as liquids or sprays when dissolved in a solvent, for example acetone, benzene or kerosene or as aerosol sprays when dissolved directly in an aerosol carrier. They are preferably used in aqueous emulsions containing an anionic, non-ionic or cationic surface-active dispersing agent or aqueous suspensions containing solid wettable powder carriers containing surface-active dispersing agents.  Examples describe the use of propargyl p-tert. butylphenoxy isopropyl sulphite, propergyl p-tert. butyl phenoxy isopropoxy isopropyl sulphite and propargyl p-tert. butyl phenoxy diisopropoxy isopropyl sulphite in the control of mosquito larv  and propargyl p-tert. butyl phenoxy isopropyl sulphite, propargyl p-tert. butyl phenoxy isopropoxy isopropyl sulphite, propargyl p-tert. butyl phenoxy diisopropoxy isopropyl sulphite, propargyl p-tert. amylphenoxymethyl sulphite, propargyl isodecoxyethyl sulphite, propargyl o-tert. butylphenoxy isopropoxy isopropyl sulphite, 1-(3-butynyl) p-tert. amylphenoxy ethyl sulphite, 2-(3-butynyl) p-tert. amylphenoxyethyl sulphite, 2 - (2 - methyl - 3 - butynyl) - p - tert. amylphenoxyethyl sulphite, 2-(3-hexynyl) p-tert. amylphenoxyethyl sulphite, 2-(3-butynyl) o-tert. butylphenoxy isopropoxy isopropyl sulphite and 1-(2-butynyl) p-tert. amylphenoxyethyl sulphite in the control of mites.  The compositions may contain other insecticides, fungicides and bactericides.